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May is arguably one of the loveliest times to visit Dorset. The promise of the approaching summer brings warmer weather; bluebells and foxgloves bloom in abundance; and as migrant birds continue to return for the season, the joyful melodies of late-spring birdsong are to be enjoyed while you sip on your morning cup of coffee. For a scenic coastal escape or a long weekend in the countryside, browse our selection of luxury 2024 May bank holiday cottages in Dorset’s most idyllic locations.

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Stone Quay Cottage
Swanage
4.9/5
Stone Quay Cottage is right in the heart of the beautiful old fishing town of Swanage, just a stones throw away from the historic Stone Quay, the lovely sandy beaches, the Victorian Pier and all the amenities. This two bedroom cottage dates back to the 1850’s but has been completely renovated to provide a beautiful modern home.
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23rd - 26th May 2025  £816.55
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Gather the Family

For a Late-Spring Trip Away

A May Bank Holiday in Dorset offers families with a wealth of things to do and places to see. Step back in local history as you explore many of the National Trust’s prolific properties; immerse yourself in nature as you wander around the striking hills of Purbeck; and seek out Jurassic treasure as you meander along the rugged Dorset coastline. For thrill-seekers, you can climb, cycle and paddle, for foodies, you can dine on locally sourced feasts, and when the weather calls for a little time inside, The Tank Museum and Sea Life Centre are attractions worth the visit. If you’re looking for an idyllic base to set up camp while you set out on your next family adventure, take a look at our large selection of holiday cottages in Dorset that sleep eight guests or more.

Dog Friendly Cottages in the country

For a May Bank Holiday in Dorset

Your four-legged companion doesn’t have to stay at home while you take a May bank holiday Dorset-bound trip to the southwest. Our enticing range of dog-friendly cottages in Dorset offers everything you may need for a home-from-home stay for you and your furry friend. Whether you choose a holiday home in Wareham or Weymouth, the county offers plenty to do with your dog in tow, too. Plus, situated just a stones-throw away from sandy beaches and woodland trails, many of our holiday cottages in Dorset feature enclosed gardens so you can relax in the sun with your dog safe by your side.

Last Minute Breaks

For a Long Weekend in May

Beat the office blues and head out of the bustling city for a spontaneous, last-minute 2025 May bank holiday in Dorset. Your long weekend may start with a serene stroll through the quaint streets of Swanage, followed by a dip in the sea at Studland Bay, and end with a hearty meal made perfect by the breathtaking ocean view. Alternatively, you might crave a quiet long weekend in the countryside. You’ll lose yourself within the pages of a book and enjoy organic home-cooked meals in the comfort of a self-catered cottage in the heart of our beautiful county. Whether you want to get out or stay in, browse our properties with last-minute availability for the May bank holiday.

Picture-perfect

Romantic Getaways in Dorset

You don’t need a special occasion to treat a loved one to a wonderful trip away, and we have a variety of properties suited to couples looking for short stays and romantic getaways in during the 2025 May bank holiday in Dorset. Nestle into one of our secluded cottages for the weekend and enjoy quality time with your significant other. Rolling hills and coastal scenes will take your breath away as you dine outside under the evening sun. We have holiday cottages in Dorset with hot tubs, some with open fires, and others known for their striking sea views. There’s something to suit a variety of guest preferences and our holiday planners will help you find the perfect cottage for you are your partner this May.

Other fantastic times to holiday in Dorset, Easter, February Half TermMay Half TermOctober Half TermChristmasNew Year.